Family-friendly vacation rentals in Maryland

Mr. Bill made accommodations when the Airbnb I had originally planned for fell through. He made the transition quick and even made sure my weekend was blocked off at the new Airbnb and not compromising our plans. Forever grateful for the last minute switch

We had an excellent stay! We were able to get a parking spot right out front before the post-work rush. The park across the street and neighborhood were very nice. It was a 20m walk to Fell’s Point and the grocery store and waterfront were a 10m walk. Brandon was a communicative and very thoughtful host. We would certainly stay here again!

We loved our stay at Maureen’s cabin. The views were stunning and the rooms were really cozy. It made us want to spend as much time as we could there. We would absolutely come back again.

Loved staying at Lazy Bear Lodge. Beautiful home with privacy on big property. Hosts were super responsive and gave great local recommendations. Very accessible to hiking and white water rafting.

This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!

Chelsea’s cottage was absolutely perfect for our quick ski getaway weekend to Deep Creek! We especially appreciated how clean things were at arrival, and how well set-up the place was for our three small girls. They loved the bunk beds and having a few kids’ books around was a great addition to bedtime. Chelsea was responsive and welcoming. All around, a great experience!

Natalie’s place was just like the pictures. Everything was clean and well stocked for our stay of 6 adults. The sunsets were beautiful from the dock and the kayaks were a definite bonus! We enjoyed time outside on the dock, deck, and in the hot tub! The beds were very comfortable and our stay was great!

The lovely “cottage” on Deb‘s property was gorgeous, serene & just what the dr ordered for this exhausted DC mom! Deb couldn’t have been more welcoming; provided an amazing spread of fresh fruits, cookies, a lemon cake, wine, bagels w/cream cheese & OJ in the fridge. Super appreciated as we didn’t arrive until 9:30PM the 1st night. The 1st few days, my teen son & I enjoyed the tranquility of the property, including the refreshing pool & plenty of fun activities nearby. Then, my husband (who had to work), picked up our son so I cld decompress & have a couple much-needed days to hang out w/girlfriends who joined me @ the cottage. Although our last full day was a tad rainy, it didn’t deter us from having a delish brunch in town, checking out the arts festival by the canal & stepping into some cool stores on the main st of vibrant Frederick. Deb‘s accommodations were uber-plush; by far the most luxurious AirBnB I’ve ever stayed in. Thank you so much for the cathartic reset, Deb! 😮‍💨

Great place in a cute area!

This 5th Wheel is like a water front Tiny Home. It is accurately described and pictured in the listing. It was clean and had everything needed for a short stay. It is in a working boat yard so it was cool seeing the owners working on and moving boats around. Also had some nice conversations with some of the people who dock their boats here. The marina itself seems very healthy. Clear water loaded with schools of bait fish so the blue heron, great egret and osprey were easy to spot. Unique and fun Airbnb. Highly recommend.

This cottage was a gorgeous place to relax with my wife for her birthday. The proximity to the bay cannot be beat - especially since she made kayaks available for our stay. I would happily re-book next time I am in the area.

Such a cute spot for me and my husband to stay. I wanted a place walkable to Tiki for my birthday and I got the perfect place.

Stanley's place was a great for our two night stay. It is secluded and very private - the garden offers a private oasis and there's plenty of parking! We had four guests stay with tons of suitcases and space was not an issue. The house is older, but very clean. There are three bedrooms that can sleep 2 adults each. The bedroom off the living room is a little warmer than the rest of the house, just an fyi. The kitchen is well stocked with utensils, plates etc. Overall a great stay!

My husband and I were looking to spend a relaxing weekend away with our dog, and the “Maine retreat” fit the bill perfectly. The cabin is on a quiet cul de sac in a peaceful area yet just minutes away by car to local activities, restaurants etc..Cabin was clean and thoughtfully stocked with anything you might need! I noticed they even had birthday candles!

Exactly as pictured and described. Perfect stay and plenty of room. Beautiful back decks and yard. Great neighbors. Would stay again next time we are in the area.

We had a wonderful stay. We enjoyed being outdoors on the deck and walking the shoreline. The interior accommodations were very comfortable and met all our needs and expectations. The weather was perfect, too! Would definitely like to return again. 👍🏻👍🏻👍🏻

WOW. This was one of the most wonderful homes we’ve ever stayed in. Everything was clean, comfortable and accessible. Marissa was so helpful with recommendations, flexible check-in times so we could get my little one down for a nap, my three-year-old love the pool, dedicated playroom, toys, swing set and s’mores that were such a perfect gift from Marissa. My son asked if we could move there! My husband and I loved the kayaks and pond. We saw bunnies in the morning - it’s truly magical. It’s so private and just 2 mins away from town. We made so many memories and I can’t recommend staying at this property enough.

Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.

Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

I arrived after dark, on a Friday, so I was thinking I’d have some challenge to find the house. I was wrong! There was a guard at the gate who was quite friendly and helpful, gave me the parking pass for my stay and a map with outlined directions to find the street and the house. I found it first time through. Keys were in the lockbox, instructions were clear and the gate pass card was in the dish on the table. I had a lovely quiet night in a very comfortable bed with no noise or distractions. After a 10 hour drive I needed that! In the morning I had a small convenience issue, which Terri and Shawn were immediately responsive to, offered me a self service solution which worked fabulously and I had no other problems during my stay for a total of 8 nights. I especially loved the water pressure in the shower! Love that the house is a short hop from both OC and Assateague! I would definitely stay here again!

We found Paul’s home very comfortable and accommodating. Paul was accessible when we reached out to him and he communicated well with us. It was a very nice location with a fantastic view of the bay, as we hoped for.

We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!

A mini vacation should be free of headaches and life's hustle, Although, That was not the case at the condo. The place was not cleaned properly, However this is the cleaners not Adam. When something is presented at a certain level, it should be truthful

We had a great time staying here! The residence looked just like the pictures and was very clean with great amenities (balconies, bathrooms, and kitchen supplies). We would definitely book again if we returned to the area.